Holiday rentals in Safety Harbor

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Top-rated holiday rentals in Safety Harbor

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Guest favourite

Bungalow in Safety Harbor

5.0 out of 5 average rating, 13 reviews

Harbor Hideaway

Come stay in this cozy coastal cottage & enjoy charming Downtown Safety Harbor. Just a short walk away from the bay where you can enjoy a great walking/biking path, our marina, fishing, a mangrove boardwalk, manatee & dolphin watching, & much more. Downtown has many restaurants, shops & live entertainment to check out! Harbor Hideaway has a back deck with a fenced in back yard for privacy & an outdoor shower. Enjoy a good book & morning coffee in the sunroom. Award winning beaches close by!

26 Sep – 3 Oct

$216 SGD per night

Guest favourite

Tiny home in Oldsmar

4.95 out of 5 average rating, 244 reviews

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants ,This Private1BD/1BA Cottage is split down the middle you have your own entrance And private space to yourself. Don’s place is on your left and Louisa’s cottage is on your right side.This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

1–8 Jun

$139 SGD per night

Guest favourite

Villa in Safety Harbor

5.0 out of 5 average rating, 110 reviews

Villa Key West "Villas by Christine"

Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

9–16 Mar

$415 SGD per night

Guest favourite

Home in Safety Harbor

4.88 out of 5 average rating, 26 reviews

Shamwowzey Vibrant & Artsy Downtown Bungalow

Located in the Safety Harbor Art & Music Center (SHAMc) complex, 1 block to downtown and a short walk to Safety Harbor Spa & Pier. This unique and artsy guest house is sure to put you in a fun mood! Relax lounging in the spacious backyard , be inspired to play a Baby Grand Piano indoors with AC or just view the gorgeous artwork. The house is on the second floor with driveway and street parking. Whether you are here to work or play there is plenty of room and lots of see and be inspired by!

7–14 Jun

$199 SGD per night

Guest favourite

Cottage in Safety Harbor

4.94 out of 5 average rating, 17 reviews

2B Newly Renovated Casita at Coastal Cottages!

Welcome to our newly renovated downtown Casita/1BTH unit, Embracing a light and airy décor and bathes in natural light, creating a cozy and inviting atmosphere. Situated just a block from Main Street in Safety Harbor, you'll have easy access to shopping, dining, and entertainment. Plus, enjoy a shared outdoor heated pool. With Clearwater Beach, St. Pete, and Tampa Airport all within a 20-25 minute drive, our centrally located spot offers convenience and comfort for your Tampa Bay getaway.

24–31 Jul

$157 SGD per night

Guest favourite

Cottage in Safety Harbor

5.0 out of 5 average rating, 68 reviews

The Sunshine Cottage - Like Grandma's with WIFI

Walk through the front door of my restored 1948 Sunshine Cottage and you will feel transported back to your grandma's house only with WIFI! Just 3 blocks from Main Street. Enjoy the Sunday market, live music, pier, and 400 year old oak trees! Visit the historical mound in Philippe Park. Ride your bike along the bay. Come experience a magical place. I <3 furbabies. Let me know you are bringing your pet. I have a limit of two dogs and I do have a cleaning fee associated. Sorry, no cats.

8–13 May

$154 SGD per night

Guest favourite

Apartment in Safety Harbor

5.0 out of 5 average rating, 13 reviews

Downtown Parisian Pad. Pet Friendly

Pet friendly Fun & festivities await you in downtown Safety Harbor. Walk across the street to 5 star restaurants & eclectic shops. Have a spa day at world famous Safety Harbor Spa. Come for Safety Harbors festivals, 3rd Fridays or farmers markets. Enjoy biking trails & waterfront parks. 2 bed, 1 bath with full kitchen. Smart TVs in rooms. 2nd bedroom has day bed with twin or king bed. Living room with futon couch & recliner. Cozy fireplace with or without heat. Washer/dryer in unit.

17–24 Mar

$249 SGD per night

Guest favourite

Flat in Safety Harbor

4.92 out of 5 average rating, 166 reviews

The Downtown Studio

Featured in the Hallmark movie "Love in the Sun", The Downtown Studio apartment is on the second floor of the original Safety Harbor Hotel on Main Street, built in 1914. The flat features all the comforts of home. The Inn is right in the center of downtown Safety Harbor, 15 minutes from both Clearwater (PIE) and Tampa International Airport (TPA) , 10 miles to the white sandy beaches of Clearwater, 17 miles to St.Petersburg. This is a perfect home base for your Gulf adventures.

25 Aug – 1 Sep

$184 SGD per night

Guest favourite

Guest suite in Safety Harbor

5.0 out of 5 average rating, 51 reviews

Welcome to beautiful and peaceful Blue Heaven.

Not only will you find a beautiful, spacious and functional place to stay, but so much to do in Safety Harbor and the surrounding areas. You will love the comfy bed (handmade) and the beverage area. I particularly love the hammock. There is a wonderful spa bathroom with a jetted tub and all the amenities you need. A table for 2 and a desk with a charging station are included. You also have your own yard with a deck, Adirondack chairs and umbrella and free parking too.

24–31 Oct

$209 SGD per night

Guest favourite

Home in Safety Harbor

5.0 out of 5 average rating, 12 reviews

Private Oasis in Safety Harbor!

You will find our home is newly renovated and fully furnished. The fenced backyard is your private oasis complete with astro turf, deck, hammock, couches and a bbq with lots of shade from big beautiful oaks. The home is located in downtown Safety Harbor just a block off of Main Street. Walking distance to several parks, lots of dining options in a quaint town with plenty to do. Brand new appliances including washer and dryer.

14–21 Jun

$193 SGD per night

Guest favourite

Flat in Clearwater

5.0 out of 5 average rating, 22 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

22–29 Nov

$112 SGD per night

Guest favourite

Cottage in Safety Harbor

5.0 out of 5 average rating, 26 reviews

"Sweet Harbor Cottage" Walk to Downtown

Welcome to our coastal inspired cottage in the heart of Safety Harbor! Just a 3 block walk to downtown! Enjoy the open floor plan with beautiful decor and furnishings! Plan your day while sipping coffee on the back deck or begin your day watching the sunrise while kayaking, biking or walking the picturesque Bayshore! Enjoy an evening downtown, then wind down in the lighted backyard OASIS!

9–16 Jun

$180 SGD per night